A synthetic form of vitamin K
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Vitamin K4

Item No. 33970

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-methyl-1,4-diacetate1,4-naphthalenediol
CAS Number
573-20-6
Synonyms
  • Acetomenaphthone
  • Menadiol diacetate
  • NSC 403062
  • Vitamin K diacetate
Molecular Formula
C15H14O4
Formula Weight
258.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 1 mg/ml
λmax
226 nm
SMILES
O=C(C)OC1=CC(C)=C(C2=C1C=CC=C2)OC(C)=O
InChi Code
InChI=1S/C15H14O4/c1-9-8-14(18-10(2)16)12-6-4-5-7-13(12)15(9)19-11(3)17/h4-8H,1-3H3
InChi Key
RYWSYCQQUDFMAU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    10 g

    $41

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    25 g

    $74

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    50 g

    $128

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    100 g

    $235

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    Cayman Chemical
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    Product Description

    Vitamin K4 is a synthetic form of vitamin K and the diacetate form of the provitamin vitamin K3 (Item No. 15950).1,2 It inhibits proliferation of PC3 prostate cancer cells (IC50 = 20.94 µM).1 Vitamin K4 (20 and 40 µM) induces cell cycle arrest at the S phase and mitochondrial apoptosis in PC3 cells. It inhibits canonical and non-canonical activation of the NOD-like receptor protein 3 (NLRP3) inflammasome in mouse bone marrow-derived macrophages (BMDMs) when used at a concentration of 5 µM.2 Vitamin K4 (4 mg/kg) decreases the production of IL-1β and peritoneal neutrophil infiltration in a mouse model of monosodium urate-induced NLRP3-dependent peritonitis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jiang, Y., Yang, J., Yang, C., et al. Vitamin K4 induces tumor cytotoxicity in human prostate carcinoma PC-3 cells via the mitochondria-related apoptotic pathway. Pharmazie 68(8), 442-448 (2013).

    2. Zheng, X., Hou, Y., He, H., et al. Synthetic vitamin K analogs inhibit inflammation by targeting the NLRP3 inflammasome. Cell Mol. Immunol. (2020).